>Ready trusty hobo harpoon gun.
>Find guard to stealthily kick in the face, and steal uniform.
> Strip off clothes and act as if you were mourning for your dead love ones.
> Once a guard gets your attention, use your AWESOME HOBO JIU-JITSU TECHNIQUES to subdue guard.
> Strip the guard naked and wear his uniform.
You notice a single solitary guard nearby. Stripping down to your birthday suit (which is somehow more filthy than your hobo rags at this point) you sneak up to him with your Hobo Harpoon Gun held behind your back. When you get close to him, you start sobbing and begin to pull out your harpoon gun. As the guard tries to ready his own weapon, you kick him hard in the face! Then you grab his rifle with your left hand, drop your harpoon gun, and begin slapping him in the face repeatedly with your right, while simultaneously kneeing him in the groin.
Hobo jiu-jitsu is not exactly an honorable art.
Once you've reduced the man to a sobbing ball on the floor, clutching at his bruised and battered manhood, you strip him naked to only slight protests and don his uniform. You decide leave him with his undergarments after getting a glimpse at the damage you've done to this man's balls. Seriously, the world should not have to see that.
>Look for your fellow sky hobos
>Remember why we're trying to blow up the place.
You don't know if any other sky hobos exist, since you just made up the term. You do a quick check of the alley and find none, just some alley cats standing on crates. There may actually be more, but you only took a quick glimpse.
As for why you want to blow up the place: the men who made this city had it built so that they could lord over the world, to become some sort of Sky Gods. Their new world order has no room for the lowly Sky Hobo or the evenly lowlier terrestrial hobos.
Get a lighter and some rags, begin making molotovs.
You find a lighter in the guard's uniform, but you'll need to empty out your booze bottles and fill them with gasoline to make molotov cocktails.
Guard's uniform (worn)
Guard's hat (worn)
Guard's rifle (slung on back)
Hobo rags
Ratty top hat
Several bottles of booze
Hobo Harpoon Gun
Knowledge of Hobo Jiu-Jitsu
The knowledge that you have done something terrible to a fellow human being